I used to be a real nerd in high school, but I\'ve changed a lot since then. I\'m also worth a lot more money after I sold the company I helped start. Now, I can afford anything I want, and after I found out that one of my old teachers was a porn star I knew I had to have her. I always had a crush on her and would day dream about the things I wanted to do to her. So I have her agent send her to my hotel room. Of course, she doesn\'t recognize me at first, but soon remembers once I put on my old glasses. Tonight, I get to be a bad boy, and my old teacher gets to punish me the way I always wanted her to.

"How\'s this for a Playboy fantasy? Imagine this week\'s Cyber Girl, Carrie A. Taylor, and Miss January 2002 Nicole Namin wearing short skirts and riding a mechanical bull. ""It turned out to be woo much fun,"" Carrie tol?"

Zivity: Riding Shotgun Playboy and Zivity.com bring fresh talent to the Cyber Club! Members of both sites voted on the theme for this pictorial, Short Skimpy Skirts. The winning pictorial features model Sharon Marie?

Bill walks in on his friend\'s girlfriend, Luna Star, passed out in some sexy lingerie. She looks super hot so Bill does what any bro would do and takes some pics of her, but Luna wakes and catches him red handed. She\'s a little upset, but while deleting the pics off of Bill\'s phone she confides in Bill that she thinks that her boyfriend is cheating on her. So she stops being mad at Bill and fucks him in order to get back at her boyfriend.

Abbey Brooks needs someone to talk to early in the morning so she sneaks into her boyfriend\'s friend\'s room while he sleeps. She confesses to her boyfriend\'s friend that she\'s kind of had enough of her boyfriend. She is young and wants to fuck, but her boyfriend isn\'t always up to it. She needs someone to fulfill her needs. She needs to be fucked really good..that\'s where her boyfriend\'s friend comes into play. She seduces him into fucking her while her boyfriend sleeps in the next room.

Hey there...I\'m 22 years old with a passion for power exchange. My BF is cool with me playing with other boys so I\'m looking for a "no drama" playmate that love to give and maybe receive a few spankings!

Scarlet Red is spending the night at her friend\'s place. Since her friend is busy fucking her boyfriend Scarlet ends up passing out on her friend\'s brother\'s bed. He gets home and finds her sleeping in nothing but her underwear. He convinces her to stay in bed with him. One thing leads to another and they\'re fucking in no time.

Seriously, I don\'t know if I just don\'t look in the mirror enough or if it\'s just that looking at photos of yourself is just kinda weird anyway, but I saw these and I can\'t believe how big and busty they look. xoxoxo -- September

"Bonnie has this weird boyfriend named Ralph whose idea of a good time is to hang around shopping centers, where he likes to greet customers - ""Good evening, ma\'am, that\'s a lovely dress you\'re wearing"" - then shake h?"

"""Somehow, I guess my mom knew I was going to be an unusual child,"" Rebekka Armstrong says, ""so she figured she had to give me an unusual first name."" Maybe it was the weird desert climate or the barren landscape of h?"

Playboy Plus is on set with Natasha Bernasek to shoot her exclusive pictorial. Get to know more about Natasha Bernasek by watching our behind the scenes footage and the complete nude version available exclusively on?

Playboy.com is on set with Lindsey Knight to shoot her exclusive pictorial. Get to know more about Lindsey Knight by watching our behind the scenes footage and the complete nude version available exclusively on Playb?

Playboy.com is on set with Ana Ramirez to shoot her exclusive pictorial. Get to know more about Ana Ramirez by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plu?

Playboy.com is on set with Brigitte Desiree to shoot her exclusive pictorial. Get to know more about Brigitte Desiree by watching our behind the scenes footage and the complete nude version available exclusively on?

Playboy.com is on set with Ashley Rose to shoot her exclusive pictorial. Get to know more about Ashley Rose by watching our behind the scenes footage and the complete nude version available exclusively on Playboy Plu?

Ashley Anne\'s boyfriend thinks she has an ugly pussy. She wanted to confide in her bff but somehow her bff\'s brother, Kris, came to the rescue instead. Lucky for Ashley, Kris is an expert on pussies and deems hers to be worship-worthy! What a pick-up artist!

Seth is helping move in some of Alexa\'s belongings when she gets a text from her boyfriend. Her boyfriend tells this sexy dame that it\'s over because her vagina is ugly! Since Seth and Alexa have been long times friends she asks him to take a look at her pussy because she needs to know and doesn\'t have anything to compare it to. He\'s skeptical at first because his sister could come up at any time but, she pleads with him to look at it and to confirm that it doesn\'t look like roast beef. He finally agrees and Alexa drops her shorts and slides back her pink laced panties. Seth says it looks fine and Alexa is relived. She starts to unbutton Seth\'s jeans and he stops her. Alexa says she is going through a hard time and Seth said her pussy looks fine. So, taking Seth\'s cock in her mouth and pussy will cheer her up!

Seth is helping move in some of Alexa\'s belongings when she gets a text from her boyfriend. Her boyfriend tells this sexy dame that it\'s over because her vagina is ugly! Since Seth and Alexa have been long times friends she asks him to take a look at her pussy because she needs to know and doesn\'t have anything to compare it to. He\'s skeptical at first because his sister could come up at any time but, she pleads with him to look at it and to confirm that it doesn\'t look like roast beef. He finally agrees and Alexa drops her shorts and slides back her pink laced panties. Seth says it looks fine and Alexa is relived. She starts to unbutton Seth\'s jeans and he stops her. Alexa says she is going through a hard time and Seth said her pussy looks fine. So, taking Seth\'s cock in her mouth and pussy will cheer her up!

Emma Starr is at it again and she has her friend, Julia Ann, with her this time. She\'s out to show Julia just how easy it is to seduce a deliveryboy who wants to be a star. She calls up the store, orders herself a bottle of wine, and when the delivery boy gets there she fills his head with dreams of stardom. First she makes him audition for her and Julia, then she makes him get naked and has him lay back as both these hot blonde cougars take turns on his cock.

Skin Diamond has been eyeing the really uptight guy at the bar. So when the guy\'s wife heads to the ladies room, Skin invites him to meet her in the other restroom. Skin is a real dirty girl and wants this guy to fuck her like the dirty girl she is in a dirty bathroom. He protests as he is married, but he sure is tired of that vanilla sex with his wife so he takes a chance to feel how much better dirty sex can be.

Whitney Westgate caught the bouquet at the wedding, again. She\'s beginning to think it\'s bad luck because she can\'t seem to find a guy. The only guy she\'s interested in is Eric, but he\'s married. Luckily, Eric\'s wife isn\'t at the wedding, so he\'s free to give Whitney what she wants...his hard cock inside her and his hot cum on her face.

Scarlet LaVey has her friend\'s boyfriend, Ryan, come over to her salon for a haircut. She has ulterior motives for calling him over though. She always found Ryan hot and she figured if she could get him alone then she can finally make her move on him. She starts by rubbing her huge tits on his head and after that he\'s putty in her hands. She takes Ryan\'s cock throughout her salon and he drops his load on her tits.

Juelz Ventura finds it odd that her boyfriend forgot his phone. He\'s never apart from it. She decides to look through it to make sure he\'s been getting the text\'s that she sends him. Well, she find that not only is he getting her text, but also text\'s from his best friend\'s girlfriend. Looks like Juelz\'s boyfriend has been cheating on her all along, with his best friend\'s girl of all people. It would be selfish to keep this information to herself, so she calls over her boyfriend\'s best friend, Karlo. Juelz shows Karlo what she found. Karlo can\'t believe that his best friend would fuck him over by fucking his girl. Juelz has a nice way of getting back at their cheating partners. She decides if you can\'t beat them, join them. An eye for an eye, a fuck for a fuck.

Playboy Plus is on set with The Bernaola Twins to shoot her exclusive pictorial. Get to know more about The Bernaola Twins by watching our behind the scenes footage and the complete nude version available exclusively?

"The Campbell twins posed briefly for Special Editions before sitting for their Playmate test. ""I have always dreamt of posing for Playboy,"" wrote Jennifer in her data sheet. Natalie echoed that sentiment, adding that?"

Fans of Playboy\'s Special Editions will instantly recognize this week\'s Cyber Girl, mesmerizing Texas beauty Mysti Sherwood. What they\'ll miss is her twin, Crysti. The two created quiet a stir with their rub-a-dub-du?

This new set is one of my favorites and it is super sexy because it has all the elements I love in a good set: cool location, sexy outfit, great makeup and hair, and huge giant tits that make your eyes pop out of your head! ;-) LOL. xoxoxo -- Leanne

"Can the daughter of an Illinois turkey farmer find happiness as a Playboy Bunny in San Francisco? ""Definitely,"" says January Playmate Leslie Bianchini, who is precisely that. ""Even though we left the farm and moved t?"

Angelica Taylor loves getting attention anywhere she can. She stops by her friend\'s house, when she knows that her friend is out, in order to try to get some attention from her friend\'s boyfriend. Her friend\'s boyfriend isn\'t falling for it. He refuses to acknowledge Angelica and her big tits, but what\'s a man to do when she bust out her tits and rubs them all over his face. Why, he starts sucking on them of course. One can only fight temptation for so long. After he\'s done sucking her tits, he pounds Angelica\'s wet pussy on the couch all before his girlfriend gets home.

Welcome to The Smoking Jacket, Playboy?s new safe-for-work site that provides guys with smart and sexy distractions throughout the day. Like Playmate Kimberly Phillips in nothing but a smoking jacket. Not a bad way t?

GIRL WHO WEARS GLASSES librarian Virginia Gordon: special edition in a deluxe binding Playboy has garnered Playmates from many walks of life, but a whiskered old prejudice about the plainness of librarians, as we?

Playboy fans remember Ryan as the coed who got kicked out of her sorority for appearing nude in the October 2008 Girls of the Big 10 pictorial. Her life?s been on an upswing ever since, mainly because she feels sexy?

The beach is always special for Nina because she lost her virginity there. One day her boyfriend took her there at night and under the moonlight he destroyed her cooch and showed her how to swallow cum. It was a magical night!

Zazie has to pull out all the stops to get a confession from her suspect. Interrogating makes this fat slut really wet and using her massive mams and giant wet slit, she coaxes more than a confession from her captive.

PLAYBOY\'S GIRL FRIDAY an ad exec\'s private secretary is a pretty hot prospect herself This month, the credit for Playmate discovery goes to a sharp-eyed space salesman on Playboy\'s advertising staff. During a ca?

"""Why not be a Playboy model?"" Ashley thought when she submitted her photos to our offices. ""You\'re only young once. My best friend said that I should send in my photos, so I did."" Ashley is a budding legal secretary?"

Anya slides into (and then out of) a sexy, frilly polkadot top and tight little red boyshorts and lets her big, amazing 32GG\'s spill out all over, taking time to primp in front of a mirror and giving us TWO ANYA\'S for much of this set!

Scarlet comes in and apologizes about being late. As she turns around she sees that it\'s her sister\'s ex-boyfriend Bill. She takes a look at his resume and mentions a qualification that isn\'t listed like how he sexually pleased her sister in bed. Scarlet grabs Bill by the tie and spreads open her legs and asks Bill if he really wants to the job. Who knew a desk job interview could be so physically exhausting.

No idle hands here. When not posing for Playboy, Cyber Girl Carlotta Champagne is known to make handbags, belts, prom dresses and garter belts out of condoms. As seen in Playboy\'s Grapevine (February 2009), Carlotta\'?

?So many sex icons got their start with Playboy,? observes this Irish-Spanish model. ?I would love to be a part of that.? Welcome aboard, Krystle! Among the many cool things about her: Deftones is her favorite band,?

Rahyndee James is staying over at her sister\'s house, but she\'s more interested in spending quality time with her sister\'s husband than her sister. She puts on sexy red lingerie and seduces her sister\'s husband. Rahyndee fucks her sister\'s husband as payback for her sister fucking her boyfriend. In this case, revenge isn\'t sweet, it\'s naughty.

Presley Hart\'s boyfriend is a little to old to satisfy her anymore. He\'s 60 years old! Presley really misses hard cock inside her, so she decides that the perfect person to fill her is her boyfriend\'s son. He\'s a little reluctant at first, I mean it is his dad\'s girl, but she is HOT! He would be crazy to turn down her request.